Grignard%20Addition%20to%20Acyl%20Derivatives

Grignard%20Addition%20to%20Acyl%20Derivatives - Reaction of...

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Reaction of Acyl Derivatives with Grignard Reagents: The Addition-Elimination-Addition Mechanism
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H 3 CO C H 3 O H 3 C H 3 O Addition Elimination Tetrahedral Intermediate H 3 O H O O H CH 3 O H H 3 O CH 3 HO Note similarity to the Addition-Elimination Mechanism: Saponification (basic hydrolysis of an ester) The Addition-Elimination-Addition Mechanism Reaction of an Ester with a Grignard Reagent H 3 C H 3 O H 3 C H 3 O Addition Elimination Tetrahedral Intermediate H 3 CC H 3 O CH 3 CH 3 OCH 3 CH 3 H 3 H 3 O CH 3 HO H OH H 3 H 3 O CH 3 H Addition
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Reaction of an Ester with a Grignard Reagent Reaction of an Acid Chloride with a Grignard Reagent H 3 CC l O Addition- Elimination Acid Chloride H 3 H 3 O CH 3 Cl H 3 H 3 O CH 3 H Addition Then H 2 O MgBr CH 3 MgBr Ketone H 3 CO C H 3 O Addition- Elimination Ester H 3 H 3 O CH 3 OCH 3 H 3 H 3 O CH 3 H Addition Then H 2 O MgBr CH 3 MgBr Ketone
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This note was uploaded on 03/31/2009 for the course CH 318M taught by Professor Bocknack during the Spring '08 term at University of Texas at Austin.

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Grignard%20Addition%20to%20Acyl%20Derivatives - Reaction of...

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